Field of the Invention
[0001] The present invention relates, generally, to a high temperature stable lubricant
mixed polyol ester composition containing an aromatic carboxylic acid and a process
of making the same.
Discussion of the Background
[0002] High temperature stability and deposition control are key performance factors for
high performance lubricants. In aviation turbine engines, the bulk oil temperatures
can be as high as five hundred degrees Fahrenheit. In such applications, even the
best commercial oils can sometimes experience thermal degradation. As a result, the
degraded oil may cause filter plugging due to deposits formed on hot spots of the
high temperature operating engines. This is particularly the case for lubricating
oils used in jet aircraft where wide temperature ranges and extreme operating conditions
are likely to be encountered. Proper lubricating of aircraft gas turbines, for example,
requires the ability to function at bulk oil temperatures as low as minus sixty-five
degrees Fahrenheit to as high as five hundred degrees Fahrenheit. The thermal degradation
of high performance lubricants leads to the production of sludge, which may also damage
equipment parts, reduce performance, and increase maintenance. The most widely used
base stocks are PAO, synthetic hydrocarbon, and hindered polyol esters made mostly
from linear fatty acids. These typically have a maximum operating temperatures of
from three hundred ninety-two to four hundred sixty-four degrees Fahrenheit. Somewhat
higher performance lubricants are based on polyphenyl ethers and perfluoropolyalky
ethers, which can be used up to about five hundred thirty-six to five hundred seventy-two
degrees Fahrenheit. However, these fluids are very expensive and have low temperature
flow and metal corrosivity problems.
[0003] While engine temperatures continue to increase to enhance operating efficiency, reliable,
light weight, new classes of base stock fluids that are more economical than the currently
used polyphenyl ethers and perfluoropolyalkyl ether are needed.
Summary of the Invention
[0004] An object of the present invention is to overcome the deficiencies of the above-described
lubricants by providing an economical, high temperature, stable lubricant.
[0005] Another object of the present invention is to provide a lubricant for aero-derived
gas turbine engines.
[0006] Another object of the present invention is to provide a process of making an economical,
high temperature, stable lubricant.
[0007] Another object of the present invention is to provide a high temperature, stable
lubricant that is resistive to thermal degradation.
[0008] Another object of the present invention is to provide a high temperature, stable
lubricant that has reduced viscosity increase as compared with existing lubricants.
[0009] The above objects have been achieved by the formation of a high temperature stable
mixed polyol ester composition that is partly comprised of an aromatic carboxylic
acid ester. These part-aromatic acid mixed polyol ester compositions exhibit greatly
enhanced anti-deposition and oxidation stability compared with the base polyol ester
compositions while maintaining a good viscosity index.
[0010] The part-aromatic acid mixed polyol ester compositions of the present invention,
specifically those using benzoic acid, show greater resistance to deposition than
the base polyol ester compositions and also minimal increases in the viscosity and
acid number compared to the base polyol ester compositions. The part-aromatic acid
mixed polyol ester compositions of the present invention also have superior anti-deposition
properties as compared to other aromatic esters such as phthalate and Bisphenol A
ester.
Detailed Description of the Preferred Embodiment(s)
[0011] In the following description, for purposes of explanation and not limitation, specific
details are set forth, such as particular acids, esterification processes, testing
procedures, etc. in order to provide a thorough understanding of the present invention.
However, it will be apparent to one skilled in the art that the present invention
may be practiced in other embodiments that depart from these specific details. Detailed
descriptions of well-known processes, acids, and methods for manufacturing the same
are omitted so as not to obscure the description of the present invention.
[0012] The part-aromatic carboxylic acid mixed polyol ester lubricant compositions of the
present invention, comprise: a mixed polyol ester, wherein the carboxylic acid portion
of the ester, comprises: (a) an aromatic carboxylic acid and (b) conventional acids,
and the alcohol portion of the ester, comprises: an aliphatic polyol. Mixed ester,
as used herein, is intended to mean a polyol ester having at least two different carboxylic
acids (e.g., benzoic acid and valeric acid) attached to the same polyol molecule.
The amount of each individual carboxylic acid present during esterification will determine
how many of the polyol molecules present in the esterification will form mixed esters.
One of ordinary skill in the art will recognize that during an esterification process
to form mixed polyol esters, a portion of non-mixed polyol esters will likely be formed.
Thus, the present mixed polyol ester compositions are intended to cover compositions
comprising a mixture of mixed and non-mixed polyol esters having the defined mole
percentages of carboxylic acids.
[0013] Preferably, the carboxylic acid portion of the ester comprises: 2, 5, 10, 15, 20,
25, 30, 35, to 40 mol% of the aromatic carboxylic acid and the remaining portion being
the conventional acids. Preferably, the carboxylic acid portion of the ester, comprises
5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 to 25 mol%
of the aromatic carboxylic acid. More preferably, the carboxylic acid portion of the
ester, comprises 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, to 20 mol%
of the aromatic carboxylic acid ester. One of ordinary skill in the art would recognize
that the amount of aromatic carboxylic acid used would depend on the viscometric specifications
required for the desired application.
[0014] Aromatic carboxylic acid or aromatic acid, as used herein, is intended to include,
but not be limited to, naphthyl carboxylic acids and phenyl carboxylic acids (i.e.,
benzoic acids), preferably mono-carboxylic acids. Preferably, the aromatic acid is
selected from C
1-6 alkyl-benzoic acid, di(C
1-6 alkyl)-benzoic acid, and benzoic acid. More preferably, the aromatic acid is benzoic
acid. C
1-6 alkyl, as used herein, is intended to include methyl, ethyl, n-propyl, i-propyl,
n-butyl, i-butyl, s-butyl, t-butyl, 2,3-dimethyl-butyl, n-pentyl, i-pentyl, neo-pentyl,
2-methyl-pentyl, 3-methyl-pentyl, n-hexyl, and neo-hexyl.
[0015] Conventional acids, as used herein, are carboxylic acids typically used in lubricating
compositions. Preferably, these are C
5, C
6, C
7, C
8, C
9, C
10, C
11, C
12, C
13, C
14, C
15, C
16, C
17, C
18, C
19, to C
20 aliphatic acids. More preferably, the aliphatic acids are C5 to C10. The aliphatic
acids are monocarboxylic acids or a mixture of mono-and di-carboxylic acids and are
linear or branched. Preferably, the aliphatic acids are monocarboxylic acids.
[0016] If a linear carboxylic acid is present, then it is preferably a linear mono-carboxylic
acid selected from n-pentanoic (valeric acid), n-hexanoic, n-heptanoic, n-octanoic,
n-nonanoic, and n-decanoic acids. If a branched carboxylic acid is present, then it
is preferably a mono-carboxylic acid with methyl or ethyl branches. The branched acid
is preferably at least one acid selected from: 2,2- dimethyl propionic acid (neopentanoic
acid), neoheptanoic acid, neooctanoic acid, neononanoic acid, isohexanoic acid, neodecanoic
acid, 2-ethyl hexanoic acid (2EH), 3,5,5-trimethyl hexanoic acid (TMH), isoheptanoic
acid, isooctanoic acid, isononanoic acid and isodecanoic acid. The term "neo" as used
herein refers to a trialkyl acetic acid, i.e., an acid that is triply substituted
at the alpha carbon with alkyl groups.
[0017] More preferably, the conventional acids are a mixture of C
5-10 acids. Even more preferably, the acids are a mixture of C
5, i-C
9, and linear C
7-10 acids. It is noted that C
7-10 is intended to represent a mixture of C
7, C
8, C
9, and C
10 acids. Preferably, this mixture comprises only linear acids. Even more preferably,
this mixture comprises linear C
7, linear C
8, and linear C
10. Still more preferably, the acids are a mixture of a C
5, i-C
9, and linear C
7 (e.g., n-heptanoic acid), C
8 (e.g., n-octanoic acid), and C
10 (e.g., n-decanoic acid) acids. A preferred C
5 acid is valeric acid. A preferred i-C
9 acid is 3,5,5-trimethylhexanoic acid.
[0018] The carboxylic acid portion of the mixed polyol ester preferably, comprises: 2-40
mol% of the aromatic carboxylic acid, 30-70 mol% C
5, 0-15 mol% i-C
9, and 0-68 mol% C
7-10. More preferably, the carboxylic acid portion of the mixed polyol ester, comprises:
5-25 mol% of the aromatic carboxylic acid, 40-60 mol% C
5, 0-10 mol% i-C
9, and 5-55 mol% of linear C
7-10. Even more preferably, the carboxylic acid portion of the mixed polyol ester, comprises:
5-20 mol% of the aromatic carboxylic acid, 40-60 mol% C
5, 0-10 mol% i-C
9, and 10-55 mol% of a mixture of n-heptanoic acid, n-octanoic acid, and n-decanoic
acid. Still more preferably, the carboxylic acid portion of the mixed polyol ester,
comprises: 5-20 mol% of the aromatic carboxylic acid, 40-60 mol% of valeric acid,
0-10 mol% of 3,5,5-trimethylhexanoic acid, and 10-55 mol% of a mixture of n-heptanoic
acid, n-octanoic acid, and n-decanoic acid.
[0019] The alcohol used to form the ester portion of the mixed polyol ester is an aliphatic
polyol that comprises from about 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, to 15 carbon
atoms and about 2, 3, 4, 5, 6, 7, to 8 esterifiable hydroxyl groups. The polyol is
typically represented by the general formula: R(OH)
n. In this formula, R is any aliphatic or cyclo-aliphatic hydrocarbyl group (preferably
an alkyl) and n is at least 2. The hydrocarbyl group may also contain substituents
such as chlorine, nitrogen and/or oxygen atoms. The polyols generally may contain
one or more oxyalkylene groups and, thus, the polyhydroxyl compounds include compounds
such as polyetherpolyols.
[0020] Preferably, the aliphatic polyol comprises 4 to 7 carbon atoms and 2 to 4 esterifiable
hydroxyl groups. The aliphatic polyol may be selected from: neopentyl glycol, 2,2-dimethylol
butane, trimethylol ethane, trimethylol propane, trimethylol butane, mono-pentaerythritol,
technical grade pentaerythritol, di-pentaerythritol, tri-pentaerythritol, neopentyl
glycol, ethylene glycol, propylene glycol and polyalkylene glycols (e.g., polyethylene
glycols, polypropylene glycols, polybutylene glycols, etc., and blends thereof such
as a polymerized mixture of ethylene glycol and propylene glycol). Preferred polyols
are technical grade pentaerythritol (e.g., approximately 88% mono-, 10% di- and 1-2%
tri-pentaerythritol), monopentaerythritol, di-pentaerythritol, neopentyl glycol, trimethylol
propane, and tripentaerythritol. More preferred polyols are selected from: trimethylolpropane,
technical grade pentaerythritol, monopentaerythritol, dipentaerythritol, neopentyl
glycol, and tripentaerythritol. Even more preferred polyols are selected from technical
grade pentaerythritol, trimethylolpropane, and neopentyl glycol.
[0021] A preferred polyol is Technical pentaerythritol (TechPE). Technical pentaerythritol
is a mixture that includes about 85 to 92 wt% monopentaerythritol and 8 to 15 wt%
dipentaerythritol. A typical commercial technical pentaerythritol contains about 88
wt% monopentaerythritol and about 12 wt% of dipentaerythritol. The technical pentaerythritol
may also contain some tri and tetra pentaerythritol which are typically formed as
by-products during the production of technical pentaerythritol.
[0022] The mixed polyol ester of the present invention can be prepared by esterifying the
aromatic carboxylic acid and conventional acid(s) with the aliphatic polyol. Thus,
a process of making the present composition, comprises: (a) contacting 2-40 mol% of
an aromatic carboxylic acid and 60-98 mol% of a C
5-20 aliphatic carboxylic acid; and, (b) esterifying the resulting mixture with an aliphatic
polyol. Alternatively, a process of making the present composition, comprises: (a)
esterifying an aromatic carboxylic acid with an aliphatic polyol; and, (b) contacting
the esterification mixture with a C
5-20 aliphatic carboxylic acid. Alternatively, a process of making the present composition,
comprises: (a) esterifying a C
5-20 aliphatic carboxylic acid with an aliphatic polyol; and, (b) contacting the esterification
mixture with an aromatic carboxylic acid. In both of the alternative processes, the
second component can be added during esterification of the first component or after
esterification of the first component. As one of ordinary skill in the art recognizes,
different acids esterify at different rates. Thus, the selection of the method of
esterification may depend on the activity of the chosen aromatic carboxylic acid,
conventional acid(s) and the aliphatic polyol. In addition, the choice of when to
add the second component will also be based on the reactivity of the first component.
Thus, one could chose to completely form a mono-ester of either component with the
polyol, and then the mixed polyol ester could be formed. Alternatively, a mono-ester
could be partially formed at the time the second component is introduced. Regardless
of the chosen route, the desired outcome is a mixed polyol ester, wherein the carboxylic
acid portion of the ester, comprises: (a) 2-40 mol% of an aromatic carboxylic acid
and (b) 60-98 mol% of conventional acids, and the alcohol portion of the ester, comprises:
an aliphatic polyol.
[0023] The esterification reaction can be run using conventional methods and techniques
known to those skilled in the art. For example, technical pentaertythritol can be
heated with the desired aromatic and conventional acid mixture, optionally in the
presence of a catalyst. Generally, a slight excess of the acids is employed to force
the reaction to completion. Water is removed during the reaction and any excess acid
is then stripped from the reaction mixture. The esters of technical pentaerythritol
may be used without further purification or may be further purified using conventional
techniques such as distillation. The process may be carried out continuously or discontinuously.
[0024] The present invention is also intended to encompass higher hydroxyl number esters.
Esters of this type are generally made by stopping the esterification reaction prior
to completion and may be made as described in U.S. Patent No. 5,698,502, the contents
of which are incorporated herein by reference.
[0025] The lubricant composition of the present invention preferably has at least one of
the following uses: crankcase engine oils, two-cycle engine oils, catapult oils, hydraulic
fluids, drilling fluids, turbine oils (e.g., aircraft turbine oils), greases, compressor
oils, gear oils and functional fluids. Preferably, the lubricant composition of the
present invention is used in an aero-derived, gas turbine engines (e.g., jet turbine
engines, marine engines, and power generating applications).
[0026] The lubricant compositions of the present invention may also comprise other conventional
lubricant additives. Lubricating oil additives are described generally in "Lubricants
and Related Products" by Dieter Klamann, Verlag Chemie, Deerfield, Fla., 1984, and
also in "Lubricant Additives" by C. V. Smalheer and R. Kennedy Smith, 1967, pp. 1-11,
the contents of which are incorporated herein by reference. Lubricating oil additives
are also described in U.S. Patent Nos. 6,043,199, 5,856,280, and 5,698,502, the contents
of which are incorporated herein by reference.
[0027] The lubricant composition according to the present invention preferably comprises
about 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99 to 100 wt% by weight
of the mixed polyol ester composition of the present invention and about 0, 0.5, 1.0,
1.5, 2.0, 2.5, 3.0, 3.5, 4.0, 4.5, 5.0, 5.5, 6.0, 6.5, 7.0, 7.5, 8.0, 8.5, 9.0, 9.5,
10.0, 10.5, 11.0, 11.5, 12.0, 12.5, 13.0, 13.5, 14.0, 14.5 to 15 wt%, preferably 2
to 10 wt%, most preferably 3 to 8 wt%. by weight of a lubricant additive package.
[0028] The lubricant composition of the present invention may also contain any of the other
typical additives which are usually or preferably present in such fully formulated
products except where as it has been otherwise indicated above. Thus, a fully formulated
turbine oil may contain one or more of the following classes of additives: antioxidants,
antiwear agents, extreme pressure additives, antifoamants, detergents, hydrolytic
stabilizers, metal deactivators, other rust inhibitors, etc. Total amounts of such
other additives can be in the range 0.5 to 15 wt% preferably 2 to 10 wt%, most preferably
3 to 8 wt%.
[0029] Antioxidants, which can be used, include aryl amines, e.g. phenylnaphthylamines and
dialkyl diphenylamines and mixtures thereof, hindered phenols, phenothiazines, and
their derivatives. The antioxidants are typically used in an amount in the range 1
to 5 wt%.
[0030] Antiwear/extreme pressure additives include hydrocarbyl phosphate esters, particularly
trihydrocarbyl phosphate esters in which the hydrocarbyl radical is an aryl or alkaryl
radical or mixture thereof. Particular antiwear/extreme pressure additives include
tricresyl phosphate, triaryl phosphate and mixtures thereof. Other or additional anti
wear/extreme pressure additives may also be used. The antiwear/extreme pressure additives
are typically used in an amount in the range 0 to 4 wt%, preferably 1 to 3 wt%.
[0031] Industry standard corrosive inhibitors may also be included in the turbo oil. Such
known corrosion inhibitors include the various triazols, for example, tolyltriazol,
1,2,4 benzotriazol, 1,2,3 benzotriazol, carboxy benzotriazole, allylated benzotriazol.
The standard corrosion inhibitor additive can be used in an amount in the range 0.02
to 0.5 wt%, preferably 0.05 to 0.25 wt%. Other rust inhibitors common to the industry
include the various hydrocarbyl amine phosphates and/or amine phosphates.
[0032] Foam control can be provided by many compounds including an antifoamant of the polysiloxane
type, e.g., silicone oil or polydimethyl siloxane.
[0033] Another additive that can be used is an anti-deposition and oxidative additive. A
typical anti-deposition and oxidation additive is a sulfur containing carboxylic acid
(SCCA) as described in U.S. Patent 5,856,280. The SCCA derivative is used in an amount
in the range 100 to 2000 ppm, preferably 200 to 1000 ppm, most preferably 300 to 600
ppm.
[0034] As previously indicated, other additives can also be employed including hydrolytic
stabilizers pour point depressants, anti foaming agents, viscosity and viscosity index
improver, etc.
[0035] The individual additives may be incorporated into the present lubricant composition
in any convenient way. Thus, each of the components can be added directly to the base
stock by dispersing or dissolving it in the base stock at the desired level of concentration.
Such blending may occur at ambient temperature or at an elevated temperature. Preferably,
all the additives except for the viscosity modifier and the pour point depressant
are blended into a concentrate or additive package, which is subsequently blended
into base stock to make finished lubricant. Use of such concentrates in this manner
is conventional. The concentrate will typically be formulated to contain the additive(s)
in proper amounts to provide the desired concentration in the final formulation when
the concentrate is combined with a predetermined amount of base lubricant. The concentrate
is preferably made in accordance with the method described in U.S. Pat. No. 4,938,880,
the contents of which are incorporated herein by reference. That patent describes
making a pre-mix of ashless dispersant and metal detergents that is pre-blended at
a temperature of at least about 100°C. Thereafter, the pre-mix is cooled to at least
85°C and the additional components are added.
EXAMPLES
[0036] Different embodiments of the present invention were created by admixing different
mole fractions of benzoic acid with the C
5 and i-C
9 acid feed used in the base ester. In the test compositions, Valeric Acid was used
as the C
5 acid and 3,5,5-trimethylhexanoic acid was used as the i-C
9 acid. The composition was then esterified using a conventional esterification process.
Table 1 below depicts the effects of including various mole fractions of benzoic acid
in the ester as demonstrated by the Inclined Panel Deposit Test (IPDT) relative to
the case of no benzoic acid present in the ester.
[0037] In Table 1, the Base reference case (A), the mixed acid Tech PE reference case (B)
and all experimental base stocks (C-H) were formulated with the same additive system.
The antioxidants used were (1) a substituted diphenylamine (DPA) and (2) an oligomeric
antioxidant made by the reaction of a DPA and a substituted phenyl-α-naphthyl amine
(PANA). The anti-wear additive, tri-cresyl phosphate, Tolutriazole metal passivator,
and sebacic acid rust inhibitor were included in the additive mixture.
[0038] The IPDT is a bench test consisting of a stainless steel panel electrically heated
by means of two heater inserted into holes in the panel body. The test temperature
is held at a constant level throughout the twenty-four hour run and monitored using
a recording thermocouple. The panel is inclined at a four degree angle and oil is
dropped onto the heated panel near the top, allowing the oil to flow the length of
the panel surface, drip from the end of the heated surface, and be recycled to the
oil reservoir. The oil forms a thin moving film, which is in contact with air flowing
through the test chamber. Deposits formed on the panel are rated on a scale identical
to that used for deposits formed in the bearing rig test (FED. Test Method STD. No.
791C, Method 3410.1). Varnish deposits rate from 0 (clean metal) to 5 (heavy varnish).
Sludge deposits rate from 6 (light) to 8 (heavy). Carbon deposits rate from 9 (light
carbon) to 11 (heavy/thick carbon). Higher ratings (12 to 20) are given to carbon
deposits that crinkle or flake away from the metal surface during the test. The total
weight of the deposit formed in twenty-four hours is also measured. In addition, the
final viscosity, measured at forty degrees Celsius, and Total Acid Number ("TAN"),
expressed as mg KOH/g, of the used oil are measured after the test is complete. The
changes in the measured viscosity and TAN are used to evaluate the oxidation resistance
of the oil. The IPDT was performed at the constant temperature of 580°F and the deposit
weight was determined at the end of twenty-four hours.
TABLE 1.
Results of Adding Benzoic Acid |
Lubricating Composition |
Viscosity @100°C |
VI |
Panel Rating |
Deposit Wt (g) |
% Visc. Increase |
Final Tan |
A. Tech PE Ester of 72% C5 and 28% i-C9 acids |
5.47 |
107 |
3.34 |
0.13 |
40.9% |
7.3 |
B. Tech PE Ester of mixed C5-C10 acids |
5.20 |
129 |
3.59 |
0.26 |
176.1% |
15.0 |
C. A +6.25% Benzoic Acid ester |
5.76 |
113 |
1.69 |
0.06 |
26.9% |
1.5 |
D. A +9.25% Benzoic Acid ester |
6.00 |
110 |
1.24 |
0.05 |
26.1% |
1.6 |
E. A +12.5% Benzoic Acid ester |
6.71 |
103 |
1.27 |
0.02 |
18.3% |
1.5 |
F. A +14.0% Benzoic Acid ester |
5.63 |
107 |
2.00 |
0.06 |
30.0% |
2.0 |
G. A +18.75% Benzoic Acid ester |
5.50 |
100 |
1.81 |
0.09 |
53.8% |
10.4 |
H. A +25.0% Benzoic Acid ester |
8.06 |
84 |
1.49 |
0.01 |
28.6% |
1.7 |
VI=Viscosity Index |
TAN=Total Acid Number |
Panel Rating=IPDT |
[0039] As is illustrated in Table 1, the presence of the benzoic acid ester in the lubricating
compositions yielded superior cleanliness as compared to the base ester compositions.
In addition, the benzoic acid ester caused considerably lower viscosity increase and
only a minimal TAN increase compared to compositions A and B.
[0040] In Table 2, the same 6.25% benzoic acid case C from Table 1 is compared to a phthalate
ester (made by reaction of phthalic acid with iso-C9 acid) and a Bisphenol A ester
(made by reaction of Bisphenol A with a mixture of n-C5, C8, and C10 acids). It is
clear that the polyol approach with benzoic acid provides superior performance characteristics.
The IPDT test was performed at five hundred eighty degrees and demonstrates in greater
resistance to deposition and higher oxidation stability provided by the benzoic acid
ester.
TABLE 2.
IPDT Data For Different Aromatic Esters |
Lubricant Composition |
Panel Rating |
Deposit Wt. (g) |
% Visc Increase |
Final TAN |
C. A +6.25% Benzoic Acid ester |
1.69 |
0.06 |
26.9% |
1.5 |
I. Phthalate Ester of I-C9 alcohol |
3.92 |
0.11 |
18.0% |
5.7 |
J. Bis-phenol Ester of n-C5, C8, C10 acids |
3.93 |
0.44 |
82.2% |
3.5 |
[0041] While preferred embodiments of the present invention have been described above, it
should be understood that they have been presented by way of example only, and not
limitation. Thus, the breadth and scope of the present invention should not be limited
by the above-described exemplary embodiment.
[0042] Numerous modifications and variations of the present invention are possible in light
of the above teachings. It is therefore to be understood that within the scope of
the appended claims, the invention may be practiced otherwise than as specifically
described herein.
1. A lubricant composition, comprising: a mixed polyol ester, wherein the carboxylic
acid portion of the ester, comprises:
(a) 2-40 mol% of one or more aromatic carboxylic acids; and,
(b) 60-98 mol% of one or more C5-20 aliphatic carboxylic acids;
and the alcohol portion of the ester, comprises: at least one aliphatic polyol.
2. A lubricant composition according to Claim 1, wherein the carboxylic acid portion
of the ester, comprises:
(a) 2-40 mol% of a C1-6 alkyl-benzoic acid or benzoic acid;
(b1) 30-70 mol% of a C5 carboxylic acid;
(b2) 0-15 mol% of an i-C9 carboxylic acid; and
(b3) 0-68 mol% of C7-10 carboxylic acids.
3. A lubricant composition according to Claim 2 wherein the polyol ester is derived from
at least two C5-20 aliphatic carboxylic acids.
4. A lubricant composition according to Claim 3, wherein the carboxylic acid portion
of the ester, comprises:
(a) 5-25 mol% of a C1-6 alkyl-benzoic acid or benzoic acid;
(b1) 40-60 mol% of a C5 carboxylic acid;
(b2) 0-10 mol% of an i-C9 carboxylic acid; and
(b3) 5-55 mol% of linear C7-10 carboxylic acids.
5. A lubricant composition according to Claim 4, wherein the carboxylic acid portion
of the ester, comprises:
(a) 5-20 mol% of benzoic acid;
(b1) 40-60 mol% of a C5 carboxylic acid;
(b2) 0-10 mol% of an i-C9 carboxylic acid; and
(b3) 10-55 mol% of linear C7-10 carboxylic acids.
6. A lubricant composition according to Claim 5, wherein the carboxylic acid portion
of the ester, comprises:
(a) 5-20 mol% of benzoic acid:
(b1) 40-60 mol% of valeric acid:
(b2) 0-10 mol% of 3,5,5-trimethylhexanoic acid; and
(b3) 10-55 mol% of a mixture of n-heptanoic acid, n-octanoic acid, and n-decanoic
acid.
7. A lubricant composition according to any preceding claim, wherein the aliphatic polyol,
comprises: 4-7 carbon atoms and 2-4 esterifiable hydroxyl groups.
8. A lubricant composition according to Claim 7, wherein the aliphatic polyol is selected
from neopentyl glycol, 2,2-dimethylol butane, trimethylol ethane, trimethylol propane,
trimethylol butane, mono-pentaerythritol, technical grade pentaerythritol, di-pentaerythritol,
tri-pentaerythritol, ethylene glycol, propylene glycol and polyalkylene glycols.
9. A lubricant composition according to Claim 8, wherein the aliphatic polyol is selected
from trimethylolpropane, technical grade pentaerythritol, monopentaerythritol, dipentaerythritol,
neopentyl glycol, and tripentaerythritol.
10. A lubricant composition according to Claim 9, wherein the aliphatic polyol is selected
from technical grade pentaerythritol, trimethylolpropane, and neopentyl glycol.
11. A lubricant composition according to Claim 10, wherein the aliphatic polyol is technical
grade pentaerythritol.
12. A lubricant composition according to any preceding claim wherein the mixed polyol
ester is formed by esterifying a mixture of the aromatic carboxylic acid and aliphatic
carboxylic acid components.
13. The lubricant composition of any preceding claim wherein said lubricant oil is an
oil selected from the group consisting of: crankcase engine oils, two-cycle engine
oils, catapult oils, hydraulic fluids, drilling fluids, turbine oils, greases, compressor
oils, gear oils and functional fluids.
14. The lubricant composition according to Claim 13 wherein said turbine oil is an aircraft
turbine oil.
15. The lubricant composition of any of Claims 1-11 further comprising a lubricant additive
package.
16. A process for producing a mixed polyol ester comprising reacting in any appropriate
order at least one aliphatic polyol, at least one aromatic carboxylic acid and at
least one aliphatic carboxylic acid wherein the carboxylic acid portion of the ester
comprises: (a) 2-40 mol% of an aromatic carboxylic acid; and, (b) 60-98 %mol of a
C5-20 aliphatic carboxylic acid.
17. A process according to Claim 16, comprising:
(i) contacting 2-40 mol% of an aromatic carboxylic acid with 60-98 mol% of a C5-20 aliphatic carboxylic acid; and,
(ii) esterifying the resulting mixture with an aliphatic polyol.
18. A process according to Claim 16, comprising:
(i) esterifying an aromatic carboxylic acid with an aliphatic polyol; and,
(ii) contacting the esterification mixture with a C5-20 aliphatic carboxylic acid;
wherein the resulting ester is a mixed ester and the carboxylic acid portion of the
ester, comprises: (a) 2-40 mol% of an aromatic carboxylic acid; and, (b) 60-98 mol%
of a C
5-20 aliphatic carboxylic acid.
19. A process according to Claim 16, comprising:
(i) esterifying a C5-20 aliphatic carboxylic acid with an aliphatic polyol; and,
(ii) contacting the esterification mixture with an aromatic carboxylic acid;
wherein the resulting ester is a mixed ester and the carboxylic acid portion of the
ester, comprises: (a) 2-40 mol% of an aromatic carboxylic acid; and, (b) 60-98 mol%
of a C
5-20 aliphatic carboxylic acid.
20. A lubricant composition comprising a mixed polyol ester, said mixed polyol ester being
the product of reacting in any appropriate order at least one aliphatic polyol, at
least one aromatic carboxylic acid and at least one aliphatic carboxylic acid wherein
the carboxylic acid portion of the ester comprises:
(a) 2-40 mol% of one or more aromatic carboxylic acids; and,
(b) 60-98 mol% of one or more C5-20 aliphatic carboxylic acids.
21. A synthetic ester composition exhibiting enhanced thermal and oxidative stability
comprising the reaction product of: an aliphatic polyol having the general formula
R(OH)n wherein R is an aliphatic or cyclo-aliphatic hydrocarbyl group having from about
4 to 15 carbon atoms and n is at least 2; and 60-98 mol% of at least one C5 to C20 aliphatic carboxylic acid or a mixture thereof with 2-40 mol% of at least one aromatic
carboxylic acid.
22. A lubricant oil composition comprising the synthetic ester composition of Claim 21
and a lubricant additive package.
23. A method of lubricating a turbine engine comprising operating the engine and lubricating
the engine with the lubricant composition of any of Claims 1-11.
24. The use as a lubricant of a mixed polyol ester, wherein the carboxylic acid portion
of the ester, comprises:
(a) 2-40 mol% of one or more aromatic carboxylic acids; and,
(b) 60-98 mol% of one or more C5-20 aliphatic carboxylic acids;
and the alcohol portion of the ester, comprises an aliphatic polyol.